"I Try" is the second single

Single (music)

In music, a single or record single is a type of release, typically a recording of fewer tracks than an LP or a CD. This can be released for sale to the public in a variety of different formats. In most cases, the single is a song that is released separately from an album, but it can still appear...

 from Macy Gray

Macy Gray

Macy Gray is a Grammy Award-winning American R&B and soul singer-songwriter, record producer, and actress, famed for her distinctive raspy voice, and a singing style heavily influenced by Billie Holiday and Betty Davis.Gray has released five studio albums, with her fifth studio album, The Sellout,...

's debut album On How Life Is

On How Life Is

On How Life Is is the debut album by American recording artist Macy Gray, released in the United States on July 27, 1999 by Epic Records. Produced by Andrew Slater, it became Gray's best-selling album to date, selling 3.2 million copies in the United States and seven million copies worldwide.-Track...

, released in North American in January 2000 (See release history). It was Gray's biggest hit to date. It peaked at number six in the United Kingdom, number five in the United States, and number one in Australia, New Zealand, and Ireland.

At the 2001 Grammy Awards, "I Try" won Best Female Pop Vocal Performance

Grammy Award for Best Female Pop Vocal Performance

The Grammy Award for Best Female Pop Vocal Performance is the latest in a series of awards recognizing superior vocal performance by a female in the pop category, the first of which was presented in 1959. The award goes to the artist...

, the first to be awarded to a American artist winner in the category, since Toni Braxton

Toni Braxton

Toni Michelle Braxton is an American R&B singer-songwriter, record producer, and actress. Braxton has won six Grammy Awards, seven American Music Awards, and five Billboard Music Awards and has sold over 60 million records worldwide...

's "Un-Break My Heart

Un-Break My Heart

"Un-Break My Heart" is a song by American recording artist Toni Braxton from her second studio album, Secrets . Written by Diane Warren and produced by David Foster, the ballad was released as the album's second single...

" in 1997, and was also nominated for Record of the Year

Grammy Award for Record of the Year

The Record of the Year is one of the four most prestigious Grammy Awards presented annually. It has been awarded since 1959.-History:The honorees through its history have been:*1959-1965: Artist only.*1966-1998: Artist and producer....

 and Song of the Year

Grammy Award for Song of the Year

The Song of the Year is one of the four most prestigious awards in the Grammy Awards ceremony, if not in all of the American music industry. It has been awarded since 1959 and unlike the Record of the Year award, which goes to the performer and production team of a single song, Song of the Year...

. It remains Gray's biggest hit single in the USA to date, and her only one to reach the Top 10 of the Billboard Hot 100

Billboard Hot 100

The Billboard Hot 100 is the United States music industry standard singles popularity chart issued weekly by Billboard magazine. Chart rankings are based on radio play and sales; the tracking-week for sales begins on Monday and ends on Sunday, while the radio play tracking-week runs from Wednesday...

. In 2010, the song was featured in an episode of The Office

The Office (US TV series)

The Office is an American comedy television series broadcast by NBC. An adaptation of the original BBC series of the same name, it depicts the everyday lives of office employees in the Scranton, Pennsylvania, branch of the fictional Dunder Mifflin Paper Company...

.

Music video

The video

Music video

A music video or song video is a short film integrating a song and imagery, produced for promotional or artistic purposes. Modern music videos are primarily made and used as a marketing device intended to promote the sale of music recordings...

 for the song, directed by Mark Romanek

Mark Romanek

Mark Romanek is an American filmmaker, whose directing work includes feature films, music videos and commercials.He wrote and directed the critically acclaimed 2002 film One Hour Photo starring Robin Williams...

, depicts Gray waking up in a hotel room, buying flowers, and traveling through New York City

New York City

New York is the most populous city in the United States and the center of the New York Metropolitan Area, one of the most populous metropolitan areas in the world. New York exerts a significant impact upon global commerce, finance, media, art, fashion, research, technology, education, and...

 to meet a man in a park. At one point she is seen entering a Lexington Avenue

Lexington Avenue (Manhattan)

Lexington Avenue, often colloquially abbreviated by New Yorkers as "Lex," is an avenue on the East Side of the borough of Manhattan in New York City that carries southbound one-way traffic from East 131st Street to Gramercy Park at East 21st Street...

 subway entrance, which at the time served the 6

IRT Lexington Avenue Line

The Lexington Avenue Line is one of the lines of the IRT division of the New York City Subway, stretching from Downtown Brooklyn or Lower Manhattan north to 125th Street in East Harlem. The portion in Lower and Midtown Manhattan was part of the first subway line in New York...

, E

E (New York City Subway service)

The E Eighth Avenue Local is a rapid transit service of the New York City Subway. It is colored blue on route signs, station signs, and the official subway map, since it runs on the IND Eighth Avenue Line through Manhattan....

, and F

F (New York City Subway service)

The F Sixth Avenue Local is a rapid transit service of the New York City Subway. It is colored orange on route signs, station signs, and the official subway map, since it runs on the IND Sixth Avenue Line through Manhattan....

 lines. The platform which her train arrives on, however, is the 63rd Street Connector which would indeed become the Lexington Avenue F line stop one year later.

At the 2000 MTV Video Music Awards

2000 MTV Video Music Awards

The 2000 MTV Video Music Awards aired live on September 7, 2000, honoring the best music videos from June 12, 1999, to June 9, 2000. The show was hosted by Marlon and Shawn Wayans at Radio City Music Hall in New York City....

, the video won Best New Artist

MTV Video Music Award for Best New Artist

The MTV Video Music Award for Best New Artist is one of the four original general categories that have been given out since the first annual MTV Video Music Awards in 1984...

 and was nominated for Best Female Video

MTV Video Music Award for Best Female Video

The MTV Video Music Award for Best Female Video is one of the original general awards that has been handed out every year since the first annual MTV Video Music Awards in 1984. In 2007, however, the award was briefly renamed Female Artist of the Year, and it awarded the artist's whole body of work...

.

Due to the lyrics and melody of "I Try", the song was eventually used in the "Goodbye (2)" episode of the American sitcom Spin City

Spin City

Spin City is an American sitcom television series that aired from September 17, 1996 until April 30, 2002 on the ABC network. Created by Gary David Goldberg and Bill Lawrence, the show was based on a fictional local government running New York City, and originally starred Michael J. Fox as Mike...

, originally aired on May 24, 2000. It was played as the background music in the final bar scene where Michael J. Fox

Michael J. Fox

Michael J. Fox, OC is a Canadian American actor, author, producer, activist and voice-over artist. With a film and television career spanning from the late 1970s, Fox's roles have included Marty McFly from the Back to the Future trilogy ; Alex P...

's character Michael Patrick Flaherty leaves the show.

It was featured in the 1997 film Love Jones and later Picture Perfect starring Jennifer Aniston

Jennifer Aniston

Jennifer Joanna Aniston is an American actress, film director, and producer, best known for her role as Rachel Green on the television sitcom Friends, a role which earned her an Emmy Award, a Golden Globe Award, and a Screen Actors Guild Award.Aniston has also enjoyed a successful film career,...

; two years before its official release.

The song was featured in the pilot of the WB show Gilmore Girls

Gilmore Girls

Gilmore Girls is an American family comedy-drama series created by Amy Sherman-Palladino, starring Lauren Graham and Alexis Bledel. On October 5, 2000, the series debuted on The WB and was cancelled in its seventh season, ending on May 15, 2007 on The CW...

.

Track listing

UK CD 1

1. "I Try" (Album Version)
2. "I Try" (Full Crew Mix)
3. "Don't Come Around"

UK CD 2

1. "I Try" (Album Version)
2. "I Try" (JayDee Remix)
3. "I Try" (Bob Power Remix)

European CD single

1. "I Try"
2. "Rather Hazy"
3. "I Try" (Full Crew Mix - Extended 2 - No Vocoder)

Peak positions

Chart (1999)	Peak position
Irish Singles Chart Irish Singles Chart The Irish Singles Chart is Ireland's music industry standard singles popularity chart issued weekly by the Irish Recorded Music Association and compiled on behalf of the IRMA by Chart-Track. Chart rankings are based on sales, which are compiled through over-the-counter retail data captured...	1
UK Singles Chart UK Singles Chart The UK Singles Chart is compiled by The Official Charts Company on behalf of the British record-industry. The full chart contains the top selling 200 singles in the United Kingdom based upon combined record sales and download numbers, though some media outlets only list the Top 40 or the Top 75 ...	6
Chart (2000)	Peak position
Australian Singles Chart ARIA Charts The ARIA charts are the main Australian music sales charts, issued weekly by the Australian Recording Industry Association. The charts are a record of the highest selling singles and albums in various genres in Australia. ARIA commenced compiling its own charts in-house from the week ending 26 June...	1
Austrian Singles Chart Ö3 Austria Top 40 Ö3 Austria Top 40 is the name of the official Austrian singles chart, as well as the radio show which presents it, aired Fridays on Hitradio Ö3. The show presents the Austrian singles, ringtones and downloads chart. It premiered on 26 November 1968 as Disc Parade and was presented by Ernst Grissemann...	3
Belgian Singles Chart Ultratop 50 Ultratop 50 singles, often just Ultratop 50, is the weekly chart of fifty best-selling singles in Flanders, Belgium, and is produced and published by the Ultratop organization. The chart has existed since March 31, 1995...  (Flanders)	23
Canadian Singles Chart Canadian Singles Chart The Canadian Singles Chart is currently compiled by the U.S.-based music sales tracking company, Nielsen SoundScan . The chart is compiled every Wednesday, and is published by Jam! Canoe on Thursdays....	19
Dutch Top 40 Dutch Top 40 The Dutch Top 40 is a weekly music chart, which started as the "Veronica Top 40", because the offshore radio station Radio Veronica was the first to introduce it. It remained "The Veronica Top 40" until 1974, when the station was forced to stop broadcasting...	39
French Singles Chart Syndicat National de l'Edition Phonographique The Syndicat national de l'édition phonographique is the inter-professional organization which protects the interests of the French record industry...	29
German Singles Chart Media Control Charts The official music charts in Germany are gathered and published by the company Media Control GfK International on behalf of Bundesverband Musikindustrie...	16
New Zealand Singles Chart Recording Industry Association of New Zealand The Recording Industry Association of New Zealand is a non-profit trade association of record producers, distributors and recording artists who sell music in New Zealand...	1
Norwegian Singles Chart VG-lista VG-listen is a Norwegian record chart. It is weekly presented in the newspaper VG and the Norwegian Broadcasting Corporation program Topp 20. It is considered the primary Norwegian record chart, charting albums and singles from countries and continent around the world. The data is collected by...	5
Swedish Singles Chart Sverigetopplistan Sverigetopplistan, earlier known as Topplistan and Hitlistan and other names, is since October 2007 the Swedish national record chart, based on sales data from Swedish Recording Industry Association ....	52
Swiss Singles Chart Swiss Music Charts The Swiss Music Charts are Switzerland's main music sales charts. The charts are a record of the highest-selling singles and albums in various genres in Switzerland.The Swiss Charts include:* Singles Top 75...	13
U.S. Billboard Hot 100 Billboard Hot 100 The Billboard Hot 100 is the United States music industry standard singles popularity chart issued weekly by Billboard magazine. Chart rankings are based on radio play and sales; the tracking-week for sales begins on Monday and ends on Sunday, while the radio play tracking-week runs from Wednesday...	5
U.S. Pop Songs Mainstream Top 40 (Pop Songs) The Mainstream Top 40 is an airplay chart from Billboard magazine, and is also known as Pop Songs on billboard.com. It was often mistaken for and confused with the now discontinued Pop 100 Airplay chart...	1
U.S. Billboard Bubbling Under R&B/Hip-Hop Singles	21
U.S. Billboard Adult Contemporary Hot Adult Contemporary Tracks The Adult Contemporary chart is a weekly chart published in Billboard magazine that lists the most popular songs on adult contemporary and "lite-pop" radio stations in the United States...	21

Release history

Format	Release Date
Worldwide	September 27, 1999
North America	January 25, 2000

End of year charts

End of year chart (2000)	Position
U.S. Billboard Hot 100	26